4,4,5,5-tetramethyl-2-(3-methyl-1-phenylbutan-2-yl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-tetramethyl-2-(3-methyl-1-phenylbutan-2-yl)-1,3,2-dioxaborolane
• CAS No.: 1130490-96-8
• Molecular Formula: C₁₇H₂₇BO₂
• Molecular Weight: 274.211

Synonyms:4,4,5,5-tetramethyl-2-(3-methyl-1-phenylbutan-2-yl)-1,3,2-dioxaborolane

Chemical Property of 4,4,5,5-tetramethyl-2-(3-methyl-1-phenylbutan-2-yl)-1,3,2-dioxaborolane

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Technology Process of 4,4,5,5-tetramethyl-2-(3-methyl-1-phenylbutan-2-yl)-1,3,2-dioxaborolane

There total 4 articles about 4,4,5,5-tetramethyl-2-(3-methyl-1-phenylbutan-2-yl)-1,3,2-dioxaborolane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

methanol (67-56-1) + (E)-(3-methylbut-1-en-1-yl)benzene (15325-61-8,1608-28-2,15325-56-1) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(3-methyl-1-phenylbutan-2-yl)-1,3,2-dioxaborolane (1130490-96-8)

Guidance literature:

With sodium t-butanolate; (1,3-dimesitylimidazolidin-2-yl)copper(I) chloride; In toluene; under N2; diborane reacted with alkene in toluene in presence of Cu complex (5 mol%), NaO-t-Bu and MeOH at 22°C for 3 h; detd. by (1)H NMR spectra; one stereoisomer (>98% stereoselectivity) obtained;

Reference yield: 59.0%

3-methyl-1-phenyl-butan-2-one (toluene-4-sulfonyl)-hydrazone (121995-11-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-(3-methyl-1-phenylbutan-2-yl)-1,3,2-dioxaborolane (1130490-96-8)

Guidance literature:

3-methyl-1-phenyl-butan-2-one (toluene-4-sulfonyl)-hydrazone; With sodium methylate; benzyltrimethylammonium chloride; In toluene; at 20 ℃; for 1h; Inert atmosphere;

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In toluene; at 90 ℃; Inert atmosphere;

DOI:10.1002/anie.201108139

Reference yield: 59.0%

C6H5CH2C(N2SO2C6H4CH3)(CH(CH3)2)(1-)*Na(1+)=NaC6H5CH2C(N2SO2C6H4CH3)(CH(CH3)2) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-(3-methyl-1-phenylbutan-2-yl)-1,3,2-dioxaborolane (1130490-96-8)

Guidance literature:

With Me₃BzNCl; 90°C, 1-24 h;

DOI:10.1002/anie.201108139

upstream raw materials:

methanol

(E)-(3-methylbut-1-en-1-yl)benzene

bis(pinacol)diborane

3-methyl-1-phenylbutan-2-one

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